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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1620544Generated: October 27, 2026

Water → 2-(4-chlorobut-2-yn-1-yl)-2,3-dihydro-1H-isoindole-1,3-dione

https://huagongshe.com/reaction/1620544

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantPhthalimideHCID 6809—
ReactantPotassium CarbonateHCID 11430—
Reactant1,4-Dichloro-2-butyneHCID 13182—
SolventDimethylformamideHCID 6228—
Product2-(4-chlorobut-2-yn-1-yl)-2,3-dihydro-1H-isoindole-1,3-dioneHCID 23753728.8%

Reaction Conditions

Temperature80 °C

Reaction Steps

To a solution of 1H-isoindole-1,3(2H)-dione (441 mg) in DMF (5 mL) were added potassium carbonate (829 mg) and 1,4-dichlorobut-2-yne (2.21 g) at room temperature. The reaction mixture was stirred at 80° C. for 5 hr. The reaction mixture was added to water at room temperature, and the mixture was extracted with ethyl acetate. The extract was washed with water and saturated brine, dried over anhydrous magnesium sulfate, and filtered. The solvent was evaporated under reduced pressure, and the residue was purified by silica gel column chromatography (NH, ethyl acetate/hexane) to give the title compound (202 mg).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08772277B2
Source datasetuspto-grants-2014_07
ORD IDord-943fa8593c7e4b0db2688633f1f375b3
Source noteuspto-grants-2014_07